Why

Consider showing a link-preview so your reader has some expectation of what they're going to get when they click a link.

How

By using an auto-embed function (like the CASSIS "auto_link" (not a typo) function), you can provide inline embedded images and videos in your plain text notes that have links.

indieweb approaches

A few indieweb sites are figuring out how to better support embedding:

Tantek: I'm thinking of improving the posting UI on my site, so that when I'm previewing a post before PuSHing and syndicating it out, the post preview UI retrieves the link preview(s) on the server, and then shows them to me as part of the overall post preview before I hit the "Publish" button. When I hit the "Publish" button, the same logic which makes a syndicated copy to Twitter (by calling the Twitter API), and then saves the Twitter copy permalink in my data store, can also save the link preview(s) in the same data store accordingly. just piggybacking the same data store write to file call.

This is similar to another thing I’ve had on my implementation list for a while, which is a better quoting UI. Specifically, my posting UI detects URIs in my content, loads up previews, allows me to D&D in for link previews, perhaps load the content and allow me to select, D&D for quotations --Waterpigs.co.uk 13:23, 7 March 2013 (PST)

Silo Examples

Various social network silos (e.g. Facebook, Twitter, Google+) show link previews underneath notes and comments that have one or more URLs, by extracting information from those URLs content and showing a title/summary/photo for those URLs underneath the posted note/comment.

Post Thumbnail, now Featured Image, is an image that is chosen as the representative image for Posts, Pages or Custom Post Types. The display of this image is up to the theme. This is especially useful for "magazine-style" themes where each post has an image.

Emphasis and emphasis added.

u-featured

Thus we can learn from the WordPress's experience and go with their naming of "Featured Image" - although we can simplify that - why limit to an image when some may (and do!) want to feature a video, or an audio playback stream, etc. as demonstrated by the variety of Twitter Cards?

Thus we can introduce a "featured" property for this use-case, expected to be used as a "u-featured" property inside an h-entry that is a URL to the asset to feature for that post. Handling of different types is up to the link-preview displaying client. E.g. it could do different things based on Content-Type of the URL when requested, or check its file extension (e.g. .gif .jpg .png .mov .mpeg .mp4 .mp3) and provide markup accordingly, just as existing autoembed solutions do.

implementation wishlist

It seems like an indieweb implementation of a "link preview" feature would need:

Open way to markup the info on pages that we want to go into a preview (obv min: name, summary, photo). See "simple link preview standard" above.

OSS library that retrieves a page and generates simple embeddable preview markup. Such a library would return you the markup snippet with preview name/summary/photo - you just need to store that however you store information in your posts, so you can retrieve it from your store rather than the external URL. Ideally the markup snippet returned would support the same format as in #1 so it is completely re-usable without loss of fidelity.

Exercise for each indieweb implementer: code to store/cache that embeddable markup in your personal post data store so that you can redisplay it without having to rerequest the external URL (has the advantage of snapshotting the preview as of the time you posted the note in case the external URL content changes or dies).

Utilities:

Link preview validator/previewer - a validator which would parse a URL and show you what preview might result. Note that Twitter has a Twitter Card validator (login required) - we just need to build an indieweb version of it (and not require login).